((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methanol

Base Information

Chemical Name:((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methanol
CAS No.:1425937-44-5
Molecular Formula:C₄₀H₆₆O₄Si₂
Molecular Weight:667.133
Hs Code.:

Synonyms:((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methanol

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Chemical Property of ((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methanol

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Technology Process of ((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methanol

There total 8 articles about ((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

: 1425937-41-2
((3S,1E)-1-((1R,2R,5R)-2-(3-(benzyloxy)benzyl)-3-methylene-5-(tert-butyldimethylsilyloxy)cyclopentyl)oct-1-en-3-yloxy)(tert-butyl)dimethylsilane

: 1425937-44-5
((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methanol

Guidance literature:: ((3S,1E)-1-((1R,2R,5R)-2-(3-(benzyloxy)benzyl)-3-methylene-5-(tert-butyldimethylsilyloxy)cyclopentyl)oct-1-en-3-yloxy)(tert-butyl)dimethylsilane; With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

With dihydrogen peroxide; potassium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 1.75h;

Reference yield:

: 1425937-59-2
(3R)-1-[3-(benzyloxy)benzyl]-5-oxo-3-(triethylsilyloxy)cyclopent-1-ene

: 1425937-44-5
((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; copper(l) cyanide; methyllithium / diethyl ether; hexane; tetrahydrofuran / 0.5 h / -70 °C

1.2: 0.5 h / -70 °C

2.1: toluene-4-sulfonic acid / tetrahydrofuran; dichloromethane / 1.5 h / 25 °C / Cooling with ice

2.2: 1 h / 20 °C

3.1: 1H-imidazole / ethyl acetate / 20 °C

4.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 °C / Inert atmosphere

4.2: 1.75 h / 0 - 20 °C

With 1H-imidazole; n-butyllithium; methyllithium; copper(l) cyanide; toluene-4-sulfonic acid; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; ethyl acetate;

Reference yield:

: 183073-00-9
(1S,2E)-1-pentyl-3-(1,1,1-tributylstannyl)-2-propenyl (1,1,1-triethylsilyl) ether

: 1425937-44-5
((1S,2S,3R,4R)-2-(3-(benzyloxy)benzyl)-4-(tert-butyldimethylsilyloxy)-3-((3S,1E)-3-(tert-butyldimethylsilyloxy)oct-1-enyl)cyclopentyl)methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; copper(l) cyanide; methyllithium / diethyl ether; hexane; tetrahydrofuran / 0.5 h / -70 °C

1.2: 0.5 h / -70 °C

2.1: toluene-4-sulfonic acid / tetrahydrofuran; dichloromethane / 1.5 h / 25 °C / Cooling with ice

2.2: 1 h / 20 °C

3.1: 1H-imidazole / ethyl acetate / 20 °C

4.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 °C / Inert atmosphere

4.2: 1.75 h / 0 - 20 °C

With 1H-imidazole; n-butyllithium; methyllithium; copper(l) cyanide; toluene-4-sulfonic acid; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; ethyl acetate;